Nickel-Catalyzed Heck-Type Alkenylation of Secondary and Tertiary α-Carbonyl Alkyl Bromides


  • This work was supported by the National Natural Science Foundation of China (20772093, 20972118, and 20832003), the Fundamental Research Funds for the Central Universities, and the Program for New Century Excellent Talents in University and the Program for Changjiang Scholars and Innovative Research Team in University (IRT1030). We thank Mr. Maomao He from Prof. Xuechuan Hong’s group for help with HRMS detection.


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Ni made it! A novel Heck-type reaction of secondary and tertiary α-carbonyl alkyl bromides, most likely involving a radical process, was achieved through the use of a nickel catalyst. Various substituted styrenes and 1,1-diaryl alkenes were utilized as substrates to easily construct α-alkenyl carbonyl compounds with tertiary or quaternary carbon centers. A catalytic cycle involving NiI/NiII is proposed based on our experimental results. EWG=electron-withdrawing group.